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  • Title: Total synthesis of (-)-exiguolide.
    Author: Fuwa H, Sasaki M.
    Journal: Org Lett; 2010 Feb 05; 12(3):584-7. PubMed ID: 20063897.
    Abstract:
    Total synthesis of (-)-exiguolide, the natural enantiomer, has been accomplished for the first time. The bis(tetrahydropyran) subunit was efficiently synthesized via consecutive olefin cross-metathesis/intramolecular oxa-conjugate addition/reductive etherification. Construction of the 20-membered macrocycle was achieved by Yamaguchi macrolactonization. Stereoselective introduction of the (E,Z,E)-triene side chain via Suzuki-Miyaura coupling completed the total synthesis.
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